NP-MRD: Showing NP-Card for 2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid (NP0172005)

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Record Information

Version

2.0

Created at

2022-09-03 08:45:49 UTC

Updated at

2022-09-03 08:45:49 UTC

NP-MRD ID

NP0172005

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid

Description

2-{8',8'-Dimethyl-1,3'-dioxo-octahydro-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]Octane]-7-yl}prop-2-enoic acid belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. 2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid is found in Isodon eriocalyx. 2-{8',8'-Dimethyl-1,3'-dioxo-octahydro-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]Octane]-7-yl}prop-2-enoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161503072D          

 26 29  0  0  0  0            999 V2000
    1.2771    0.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6064    0.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4031    1.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -0.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -0.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9779    0.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5481   -0.0424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7585    1.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991    2.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204    2.7014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0011    2.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6224    2.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1605    1.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412    1.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1006    0.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4793    0.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    0.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5392    1.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8813    0.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5026    0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0407   -0.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8215   -0.7936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4194   -1.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999    1.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    1.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1261    0.4708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  8 24  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  4 26  1  0  0  0  0
M  END

     RDKit          3D

 52 55  0  0  0  0  0  0  0  0999 V2000
    5.3743    0.2212   -1.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4508   -0.2384   -0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8841   -0.9355    0.7428 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -1.4143    1.6101 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2459   -1.1026    0.9850 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9905   -0.0404   -0.7371 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3593   -1.3745   -0.8644 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429   -1.3679   -0.6700 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4082    0.0343   -0.6002 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0079    0.6534    0.6470 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4861    0.8079    0.3964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4497    1.9966    0.8993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6085    2.5170    2.0281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222    2.6140   -0.1264 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0504    1.8589   -0.9860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0308    0.3686   -0.6214 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8199   -0.2813   -1.7096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3417   -0.9562   -2.5804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2978   -0.0074   -1.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8429   -0.2585   -0.2484 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4749   -1.5243    0.2093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1050   -1.4566    0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7615    0.0484    0.6353 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1220    0.5466    0.8336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    1.9480    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5898   -0.1137    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4116    0.0869   -1.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0540    0.7392   -2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7898   -0.2888    1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9322    0.4866   -1.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6245   -1.7458   -1.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8663   -2.0893   -0.1948 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6951   -1.8359    0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405   -1.9801   -1.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9112    0.5686   -1.4621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9002    0.0038    1.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7154    1.8760    0.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0504    0.6485    1.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0252    2.2603   -1.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961    1.8765   -1.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5410    1.0072   -1.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7827   -0.7123   -2.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9133   -0.1432   -0.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9764   -1.9355    1.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6101   -1.9550   -0.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1282    0.1998    1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0986    2.2122   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6763    2.6903    1.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2106    2.1617    1.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0028   -1.1038    2.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7100   -0.2171    2.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3126    0.5399    2.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 26  1  0
 24 20  1  0
 20 19  1  0
 19 17  1  0
 17 18  2  0
 16 17  1  6
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  2  0
 12 10  1  0
 10 11  1  0
 11  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  6  2  1  0
  2  1  2  3
  2  3  1  0
  3  5  1  0
  3  4  2  0
 16 23  1  0
 23 22  1  0
 22 21  1  0
 23 24  1  0
 21 20  1  0
  9 16  1  0
  9 10  1  0
 25 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 26 52  1  0
 20 43  1  6
 19 41  1  0
 19 42  1  0
 15 39  1  0
 15 40  1  0
 10 36  1  1
 11 37  1  0
 11 38  1  0
  6 30  1  6
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  6
  1 27  1  0
  1 28  1  0
  5 29  1  0
 23 46  1  1
 22 44  1  0
 22 45  1  0
M  END


  Mrv1533004161503072D          

 26 29  0  0  0  0            999 V2000
    1.2771    0.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6064    0.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4031    1.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688   -0.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930   -0.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9779    0.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5481   -0.0424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7585    1.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991    2.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2204    2.7014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0011    2.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6224    2.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1605    1.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412    1.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1006    0.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4793    0.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6986    0.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5392    1.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8813    0.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5026    0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0407   -0.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8215   -0.7936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4194   -1.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9999    1.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    1.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1261    0.4708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
  8 24  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  4 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0172005

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)C2CC(=O)C3(COC(=O)C4CC(CCC34)C(=C)C(O)=O)C1CO2

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O6/c1-10(17(22)23)11-4-5-13-12(6-11)18(24)26-9-20(13)14-8-25-16(7-15(20)21)19(14,2)3/h11-14,16H,1,4-9H2,2-3H3,(H,22,23)

> <INCHI_KEY>
WXRGFDVUIIHVOO-UHFFFAOYSA-N

> <FORMULA>
C20H26O6

> <MOLECULAR_WEIGHT>
362.422

> <EXACT_MASS>
362.172938557

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.70560786595559

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{8',8'-dimethyl-1,3'-dioxo-octahydro-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octane]-7-yl}prop-2-enoic acid

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
2.260021217000001

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.73685158497729

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.085988409043566

> <JCHEM_PKA_STRONGEST_BASIC>
-4.153028044354341

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
91.464

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3H-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octane]-7-yl}prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       2.384   0.602   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.132   1.499   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.619   1.898   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.248  -0.281   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.787  -0.212   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.692   1.034   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.756  -0.079   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.283   2.519   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.985   4.029   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.145   5.043   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.602   4.545   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.762   5.558   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.900   3.034   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.357   2.536   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.654   1.025   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.495   0.012   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.037   0.510   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.740   2.021   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.112   0.527   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.272   1.541   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.409  -0.984   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.867  -1.481   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       8.250  -1.997   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.866   3.124   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.510   2.394   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.235   0.879   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   24                                             
CONECT    3    2                                                            
CONECT    4    2    5   26                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   18   24                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    8   13                                                  
CONECT   19   15   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24    8    2   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25    4                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   58    0
END

View in JSmol

Synonyms

Value	Source
2-{8',8'-dimethyl-1,3'-dioxo-octahydro-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octane]-7-yl}prop-2-enoate	Generator

Chemical Formula

C₂₀H₂₆O₆

Average Mass

362.4220 Da

Monoisotopic Mass

362.17294 Da

IUPAC Name

2-{8',8'-dimethyl-1,3'-dioxo-octahydro-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octane]-7-yl}prop-2-enoic acid

Traditional Name

2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3H-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octane]-7-yl}prop-2-enoic acid

CAS Registry Number

Not Available

SMILES

CC1(C)C2CC(=O)C3(COC(=O)C4CC(CCC34)C(=C)C(O)=O)C1CO2

InChI Identifier

InChI=1S/C20H26O6/c1-10(17(22)23)11-4-5-13-12(6-11)18(24)26-9-20(13)14-8-25-16(7-15(20)21)19(14,2)3/h11-14,16H,1,4-9H2,2-3H3,(H,22,23)

InChI Key

WXRGFDVUIIHVOO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Isodon eriocalyx	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzopyrans. These are organic compounds containing a benzene ring fused to a pyran ring. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

Not Available

Direct Parent

Benzopyrans

Alternative Parents

Substituents

Benzopyran
Delta valerolactone
Delta_valerolactone
Oxepane
Dicarboxylic acid or derivatives
Oxane
Tetrahydrofuran
Carboxylic acid ester
Ketone
Lactone
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.16	ALOGPS
logP	2.26	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.09	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.46 m³·mol⁻¹	ChemAxon
Polarizability	37.71 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid (NP0172005)

MOL for NP0172005 (2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid)

3D MOL for NP0172005 (2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid)

3D SDF for NP0172005 (2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid)

3D-SDF for NP0172005 (2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid)

PDB for NP0172005 (2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid)

3D PDB for NP0172005 (2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid)

SMILES for NP0172005 (2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid)

INCHI for NP0172005 (2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid)

Structure for NP0172005 (2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid)

3D Structure for NP0172005 (2-{8',8'-dimethyl-1,3'-dioxo-hexahydro-3h-6'-oxaspiro[2-benzopyran-4,2'-bicyclo[3.2.1]octan]-7-yl}prop-2-enoic acid)